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Holiday rentals with a pool in San Diego County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Diego County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A modern living area features a comfortable sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall above a brick fireplace. Sliding glass doors provide access to a balcony with outdoor seating and views of the surroundings.
Flat in Oceanside
4.96 out of 5 average rating, 277 reviews

Beach Apartment near Oceanside Pier

Clean modern Space with a panoramic view of the harbor and beach! NORTH COAST VILLAGE, located in Oceanside, California, this recently fully remodeled beach dream has 1 Bedroom, 1 bath, sleeps 4, full kitchen, gas fireplace and ocean view balcony G unit offers you a beach resort lifestyle. Amenities at North Coast Village include patios and balconies overlooking the ocean, direct beach access, 24-hour security, a heated pool and jacuzzi, exercise gym room, recreation game rooms, putting greens, fitness center, and an outdoor BBQ grill area supplied with beach toys, beach chairs, beach umbrella, boggie boards, etc. The lush tropical grounds with its waterfalls and soothing koi ponds, make this community a serene place to vacation. Only 45 minutes to Disneyland, 30 minutes to Seaworld, and Legoland is only 10 minutes away, no pets & no smoking. Rental terms: 3 night minimum June thru August $200 Monday-Thursday and $220 Friday-Sunday Holidays and special events $200 to $220 Offer weekly and monthly discounts cleaning fee $150 fully refundable security deposit $300 no pets allowed (URL HIDDEN) You have access to all amenities, pools, barbecues, fitness center and sauna. There is also an event space that can be booked separately. Let us know if you wish to hold an event and we can put you in touch with the management. Please do not hesitate to reach out for any needs, questions, tips while in town. The apartment is in a great complex with a relaxed beach resort vibe. The property is located right by the water. There is a community amphitheater nearby that holds summer outdoor movies and concerts. There are many great restaurants and shops in walking distance. You are close to the train station and bus station. You are close to everything so feel free to travel light. Fast Wifi Cable for Sports and Movies Apple TV for movies, games and music for when you just want to stay in.

Top guest favourite
Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.
Guest house in La Mesa
4.99 out of 5 average rating, 147 reviews

Private 1 BR Paradise retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

Guest favourite
A tiny house is nestled in a hillside, surrounded by lush greenery and cacti. The wooden structure features a spacious deck with seating, and large windows that invite natural light. Scenic mountain views are present in the background, enhancing the tranquil setting.
Tiny home in Escondido
4.81 out of 5 average rating, 171 reviews

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

Guest favourite
Home in Ramona
4.97 out of 5 average rating, 311 reviews

Wine Country Retreat - Tranquility Hottub/Views

Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

Top guest favourite
A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.
Apartment in San Diego
4.98 out of 5 average rating, 194 reviews

Luxury Oceanfront Condo with Unbelievable Views

Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

Top guest favourite
A green, manicured lawn is highlighted with a white gazebo and ornamental garden seating. Towering palm trees flank the scene, while a staircase leads up to a spacious home nestled in the background. Shadows create a gentle pattern on the grass from surrounding elements.
Guest house in Escondido
5 out of 5 average rating, 174 reviews

French Garden Poolside Retreat -Wine & Safari Park

170+ Perfect 5.0 Reviews – Amazing views, peaceful and beautiful apartment on a French estate in San Diego Wine Country close to the Wild Animal Park. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of the vinyards/mountains situated on the golf course with full access to the pool, spa, covered parking, EV chg. and private European garden park. Beautiful luxury apartment suite with a kitchen, sitting room, bathroom, steam shower/sauna and bedroom.

Top guest favourite
Guest house in Vista
4.98 out of 5 average rating, 211 reviews

Gorgeous guesthouse with tranquility spa.

That privacy. That gorgeous two-story guesthouse nestled among 1.5 acres of tranquil gardens. That luxurious soaking tub for two. That cascading rain shower. That soft mood lighting. Those flickering candles. That indoor–outdoor spa experience. That rooftop lounging deck. That secret enchantment garden. Oh- we deserve this. Whether you're seeking a romantic getaway, a peaceful solo retreat, or a quiet space to recharge, this haven offers the perfect blend of comfort, privacy, and nature.

Guest favourite
A balcony with a round table and two chairs offers views of palm trees and the ocean in the distance. The clear blue sky complements the lush greenery below, creating a serene outdoor space for relaxation.
Apartment in Oceanside
4.88 out of 5 average rating, 140 reviews

Ocean Views from Patio on the Pacific!

Patio on the Pacific has beautiful ocean views from the living room, master bedroom, and balcony. On a nice day in Oceanside, you can enjoy the sailboats going by on the Pacific from the couch! To relax and recharge, use the buildings pools and spas or enjoy the 5 min walk to the beach + strand. Enjoy working here with 200mbps Internet and a dedicated desk in the bedroom. Our condo is a corner unit on the top floor (accessible via elevator) of building G in the North Coast Village.

Guest favourite
The image captures a panoramic view of the beach, featuring a vibrant blue sky and sunlit ocean. Palm trees line the shore, while the Oceanside Pier extends into the water. The rooftops of nearby buildings are visible in the foreground.
Apartment in Oceanside
4.94 out of 5 average rating, 129 reviews

Upscale condo with Rooftop Deck & Ocean View!

Our upscale unit is a 3rd floor 'penthouse' in the "A" building on the south side of North Coast Village. It has a fantastic view of the surf, sand and the Oceanside Pier from your large dedicated rooftop balcony! There's a beautiful, fully upgraded kitchen, a king in the master and a queen sleeper sofa in the LR. Upstairs is a large & open loft bedroom with a queen Murphy bed, a breakfast nook and a 75” TV. And did we mention your new happy place, that fabulous rooftop deck?

Top guest favourite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guest house in San Diego
4.96 out of 5 average rating, 141 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is your perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Top guest favourite
A serene pool area features crystal-clear water, with striped lounge floats anchored in the center. Surrounding palm trees offer shade, while natural stone accents decorate the pool's edge. The sound of a waterfall can be faintly heard, contributing to a calming atmosphere.
Guest suite in La Mesa
4.89 out of 5 average rating, 253 reviews

Tranquil Poolside Studio

Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

Top guest favourite
Home in Encinitas
4.98 out of 5 average rating, 486 reviews

Lux Casita with Pickleball & Resort Amenities

Escape to this inviting Casita, where bright white walls and French doors fill each room with light and warmth. Thoughtfully furnished and full of charm, it offers a serene retreat with private resort-style amenities, including a tennis court, pool, and lush gardens. Step outside to hiking and biking trails, then return to cozy comfort. An optional second suite provides extra space for a relaxed, luxurious stay.

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